Zosimin (CHEM026516)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 23:02:00 UTC
Update Date2016-11-09 01:18:17 UTC
Accession NumberCHEM026516
Identification
Common NameZosimin
ClassSmall Molecule
DescriptionAn alpha,beta-unsaturated carboxylic ester obtained by formal condensation of the carboxy group of angelic acid with the hydroxy group of 2-[(8S)-2-oxo-8,9-dihydro-2H-furo[2,3-h][1]benzopyran-8-yl]propan-2-ol.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
ZosiminChEBI
Chemical FormulaC19H20O5
Average Molecular Mass328.359 g/mol
Monoisotopic Mass328.131 g/mol
CAS Registry NumberNot Available
IUPAC Name2-[(8S)-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl]propan-2-yl (2Z)-2-methylbut-2-enoate
Traditional Name2-[(8S)-2-oxo-8H,9H-furo[2,3-h]chromen-8-yl]propan-2-yl (2Z)-2-methylbut-2-enoate
SMILESC\C=C(\C)C(=O)OC(C)(C)[C@H]1OC2=C(C1)C1=C(C=C2)C=CC(=O)O1
InChI IdentifierInChI=1S/C19H20O5/c1-5-11(2)18(21)24-19(3,4)15-10-13-14(22-15)8-6-12-7-9-16(20)23-17(12)13/h5-9,15H,10H2,1-4H3/b11-5-/t15-/m0/s1
InChI KeyJRIBPWOXWIRQOQ-GHAIFCDISA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassFuranocoumarins
Direct ParentAngular furanocoumarins
Alternative Parents
Substituents
  • Angular furanocoumarin
  • Benzopyran
  • 1-benzopyran
  • Coumaran
  • Alkyl aryl ether
  • Fatty acid ester
  • Pyranone
  • Pyran
  • Fatty acyl
  • Benzenoid
  • Enoate ester
  • Heteroaromatic compound
  • Alpha,beta-unsaturated carboxylic ester
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.005 g/LALOGPS
logP3.78ALOGPS
logP3.95ChemAxon
logS-4.8ALOGPS
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area61.83 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity90.17 m³·mol⁻¹ChemAxon
Polarizability34.84 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-5898000000-fc798ceabbc8c42e7a12Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-9381000000-40e9273a55b99e4a6161Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0561-3900000000-8d1a0e56f4678e982b32Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004j-7149000000-dc24047702f21b45a146Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002b-9142000000-3e1d84666ea7e611c432Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4j-9200000000-ac84747572587c6f2bbbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-9d91280717232525ba0fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-1390000000-7a36c4cf741aa2148190Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a70-9641000000-6980190bc2024dec8cefSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-2090000000-4cae0ae86c5ddfbaa56aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-4793000000-989ed18b8f24151a7155Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ly9-6920000000-aebfcb1e2824b8fe3032Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0303156
FooDB IDFDB008008
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID4940895
ChEBI ID132624
PubChem Compound ID6436246
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=12509159
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=12525036
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=15322796
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=16229971
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=17214937
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=17269111
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=18357742
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=18405608
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=19662622
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=21185922
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=2162545
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=22784551
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=25068578
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=25550710
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=26115176
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=26121397
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=27098859
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=27133212
19.
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=6040578
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=7700984